ChemSpider 2D Image | 3-Chloro-4,6-dihydroxy-5-{(2E,6E)-7-[(2S,4S)-4-hydroxy-5,5-dimethyltetrahydro-2-furanyl]-3-methyl-2,6-octadien-1-yl}-2-methylbenzaldehyde | C23H31ClO5

3-Chloro-4,6-dihydroxy-5-{(2E,6E)-7-[(2S,4S)-4-hydroxy-5,5-dimethyltetrahydro-2-furanyl]-3-methyl-2,6-octadien-1-yl}-2-methylbenzaldehyde

  • Molecular FormulaC23H31ClO5
  • Average mass422.942 Da
  • Monoisotopic mass422.186005 Da
  • ChemSpider ID4954923

  • Double-bond stereo - Double-bond stereo

    defined stereocentres - 2 of 2 defined stereocentres

More details:

Validated by Experts, Validated by Users, Non-Validated, Removed by Users

3-Chlor-4,6-dihydroxy-5-{(2E,6E)-7-[(2S,4S)-4-hydroxy-5,5-dimethyltetrahydro-2-furanyl]-3-methyl-2,6-octadien-1-yl}-2-methylbenzaldehyd [German] [ACD/IUPAC Name]
3-Chloro-4,6-dihydroxy-5-{(2E,6E)-7-[(2S,4S)-4-hydroxy-5,5-dimethyltetrahydro-2-furanyl]-3-methyl-2,6-octadien-1-yl}-2-methylbenzaldehyde [ACD/IUPAC Name]
3-Chloro-4,6-dihydroxy-5-{(2E,6E)-7-[(2S,4S)-4-hydroxy-5,5-diméthyltétrahydro-2-furanyl]-3-méthyl-2,6-octadién-1-yl}-2-méthylbenzaldéhyde [French] [ACD/IUPAC Name]
Benzaldehyde, 3-chloro-4,6-dihydroxy-2-methyl-5-[(2E,6E)-3-methyl-7-[(2S,4S)-tetrahydro-4-hydroxy-5,5-dimethyl-2-furanyl]-2,6-octadien-1-yl]- [ACD/Index Name]
(-)-ascofuranol
(2'E,6'E,1'S,4'S )-(-)-5-chloro-2,4-dihydroxy-6-methyl-3-[7'-(3',3'-dimethyl-4'-hydroxy-2'-oxacyclopentyl)-3',7'-dimethyl-2',6'-hepta-dienyl]benzaldehyde
(2S-(2α(2E,6E),4α))-3-chloro-4,6-dihydroxy-2-methyl-5-(3-methyl-7-(tetrahydro-4-hydroxy-5,5-dimethyl-2-furanyl)-2,6-octadienyl)-benzaldehyde
3-chloro-4,6-dihydroxy-5-{(2E,6E)-7-[(2S,4S)-4-hydroxy-5,5-dimethyltetrahydrofuran-2-yl]-3-methylocta-2,6-dien-1-yl}-2-methylbenzaldehyde
51759-79-6 [RN]
99529-62-1 [RN]
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  • Miscellaneous

    • Chemical Class:

      A dihydroxybenzaldehyde that is 2,4-dihydroxybenzaldehyde which is substituted by a {(2E,6E)-7-[(2S,4S)-4-hydroxy-5,5-dimethyltetrahydrofuran-2-yl]-3-methylocta-2,6-dien-1-yl} group at position 3, chl orine at position 5, and a methyl group at position 6. A meroterpenoid produced by various filamentous fungi, including Acremonium egyptiacum. ChEBI CHEBI:146279

Predicted data is generated using the ACD/Labs Percepta Platform - PhysChem Module, version: 14.00

Density: 1.2±0.1 g/cm3
Boiling Point: 588.9±50.0 °C at 760 mmHg
Vapour Pressure: 0.0±1.7 mmHg at 25°C
Enthalpy of Vaporization: 92.4±3.0 kJ/mol
Flash Point: 310.0±30.1 °C
Index of Refraction: 1.586
Molar Refractivity: 117.1±0.3 cm3
#H bond acceptors: 5
#H bond donors: 3
#Freely Rotating Bonds: 7
#Rule of 5 Violations: 1
ACD/LogP: 5.94
ACD/LogD (pH 5.5): 5.69
ACD/BCF (pH 5.5): 12000.91
ACD/KOC (pH 5.5): 27756.71
ACD/LogD (pH 7.4): 4.60
ACD/BCF (pH 7.4): 984.79
ACD/KOC (pH 7.4): 2277.70
Polar Surface Area: 87 Å2
Polarizability: 46.4±0.5 10-24cm3
Surface Tension: 49.4±3.0 dyne/cm
Molar Volume: 349.1±3.0 cm3

Predicted data is generated using the US Environmental Protection Agency�s EPISuite™ 

                        
 Log Octanol-Water Partition Coef (SRC):
    Log Kow (KOWWIN v1.67 estimate) =  6.73

 Boiling Pt, Melting Pt, Vapor Pressure Estimations (MPBPWIN v1.42):
    Boiling Pt (deg C):  548.04  (Adapted Stein & Brown method)
    Melting Pt (deg C):  235.04  (Mean or Weighted MP)
    VP(mm Hg,25 deg C):  3.37E-014  (Modified Grain method)
    Subcooled liquid VP: 6.2E-012 mm Hg (25 deg C, Mod-Grain method)

 Water Solubility Estimate from Log Kow (WSKOW v1.41):
    Water Solubility at 25 deg C (mg/L):  0.04833
       log Kow used: 6.73 (estimated)
       no-melting pt equation used

 Water Sol Estimate from Fragments:
    Wat Sol (v1.01 est) =  12.356 mg/L

 ECOSAR Class Program (ECOSAR v0.99h):
    Class(es) found:
       Aldehydes
       Phenols
       Vinyl/Allyl Ethers

 Henrys Law Constant (25 deg C) [HENRYWIN v3.10]:
   Bond Method :   1.68E-016  atm-m3/mole
   Group Method:   Incomplete
 Henrys LC [VP/WSol estimate using EPI values]:  3.881E-013 atm-m3/mole

 Log Octanol-Air Partition Coefficient (25 deg C) [KOAWIN v1.10]:
  Log Kow used:  6.73  (KowWin est)
  Log Kaw used:  -14.163  (HenryWin est)
      Log Koa (KOAWIN v1.10 estimate):  20.893
      Log Koa (experimental database):  None

 Probability of Rapid Biodegradation (BIOWIN v4.10):
   Biowin1 (Linear Model)         :   0.6168
   Biowin2 (Non-Linear Model)     :   0.7511
 Expert Survey Biodegradation Results:
   Biowin3 (Ultimate Survey Model):   1.9825  (months      )
   Biowin4 (Primary Survey Model) :   3.1774  (weeks       )
 MITI Biodegradation Probability:
   Biowin5 (MITI Linear Model)    :   0.3733
   Biowin6 (MITI Non-Linear Model):   0.0234
 Anaerobic Biodegradation Probability:
   Biowin7 (Anaerobic Linear Model): -0.6889
 Ready Biodegradability Prediction:   NO

Hydrocarbon Biodegradation (BioHCwin v1.01):
    Structure incompatible with current estimation method!

 Sorption to aerosols (25 Dec C)[AEROWIN v1.00]:
  Vapor pressure (liquid/subcooled):  8.27E-010 Pa (6.2E-012 mm Hg)
  Log Koa (Koawin est  ): 20.893
   Kp (particle/gas partition coef. (m3/ug)):
       Mackay model           :  3.63E+003 
       Octanol/air (Koa) model:  1.92E+008 
   Fraction sorbed to airborne particulates (phi):
       Junge-Pankow model     :  1 
       Mackay model           :  1 
       Octanol/air (Koa) model:  1 

 Atmospheric Oxidation (25 deg C) [AopWin v1.92]:
   Hydroxyl Radicals Reaction:
      OVERALL OH Rate Constant = 398.8143 E-12 cm3/molecule-sec
      Half-Life =     0.027 Days (12-hr day; 1.5E6 OH/cm3)
      Half-Life =    19.310 Min
   Ozone Reaction:
      OVERALL Ozone Rate Constant =    86.000000 E-17 cm3/molecule-sec
      Half-Life =     0.013 Days (at 7E11 mol/cm3)
      Half-Life =     19.189 Min
   Reaction With Nitrate Radicals May Be Important!
   Fraction sorbed to airborne particulates (phi): 1 (Junge,Mackay)
    Note: the sorbed fraction may be resistant to atmospheric oxidation

 Soil Adsorption Coefficient (PCKOCWIN v1.66):
      Koc    :  6497
      Log Koc:  3.813 

 Aqueous Base/Acid-Catalyzed Hydrolysis (25 deg C) [HYDROWIN v1.67]:
    Rate constants can NOT be estimated for this structure!

 Bioaccumulation Estimates from Log Kow (BCFWIN v2.17):
   Log BCF from regression-based method = 4.483 (BCF = 3.044e+004)
       log Kow used: 6.73 (estimated)

 Volatilization from Water:
    Henry LC:  1.68E-016 atm-m3/mole  (estimated by Bond SAR Method)
    Half-Life from Model River: 7.167E+012  hours   (2.986E+011 days)
    Half-Life from Model Lake : 7.819E+013  hours   (3.258E+012 days)

 Removal In Wastewater Treatment:
    Total removal:              93.68  percent
    Total biodegradation:        0.78  percent
    Total sludge adsorption:    92.90  percent
    Total to Air:                0.00  percent
      (using 10000 hr Bio P,A,S)

 Level III Fugacity Model:
           Mass Amount    Half-Life    Emissions
            (percent)        (hr)       (kg/hr)
   Air       8.23e-005       0.214        1000       
   Water     1.43            1.44e+003    1000       
   Soil      43.4            2.88e+003    1000       
   Sediment  55.2            1.3e+004     0          
     Persistence Time: 5.92e+003 hr

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